The Boldest Shoe Style For Fall: Over-The-Knee Boots

Thigh-high boots are like the German Shepherd of the shoe world. They look tough and intimidating but once you get acquainted, they’ll be your loyal (style) pal for life. See how fashion insiders like Olivia Palermo, Lily Aldridge, and more are incorporating the boots into their fall wardrobes.

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  • Take a deep breath and repeat after us: “I’m good enough, I’m smart enough and, doggone it, I can conquer this footwear trend.”

  • Diane Kruger
    Photo credit: Brock Miller / Splash News

    Diane Kruger

    Proof that this look can be as demure as it is daring, the actress paired her Christian Louboutin boots with a pearl-embellished Chanel dress and elegant Stephen Webster bangles at The Cinema Society and Jaeger-LeCoultre screening of The Host in New York.  

  • Ciara
    Photo credit: Mike Coppola/Getty Images for Mercedes-Benz


    At New York Fashion Week last month, the singer turned heads in a slouchy Bernhard Willhelm Post Dress ($887) and Christian Louboutin Monicarina Boots ($2,645).  We love this outfit’s mixed messages. The shoes say, “Come hither,” while the dress says, “Stop, or I’ll blab to Page Six.”

  • Miranda Kerr
    Photo credit: Wolff/

    Miranda Kerr

    The supermodel hit the streets of New York this week with her son in a pair of Hermes F/W 12 boots, which she styled with fall’s borrowed-from-the-boys trend.

  • Jessica Hart

    Mini skirts and thigh-high boots are a match made in fashion heaven.  As editor Kat Collings learned when road-testing the trend, it’s best to have just a few inches between where shoe ends and the skirt begins. Case in point: Jessica Hart in head-to-toe Ferragamo at a party celebrating the label’s launch of L'Icona in New York.

  • Lily Aldridge
    Photo credit: Neil Rasmus/

    Lily Aldridge

    The Victoria’s Secret supermodel was spotted at New York hotspot, No. 8, in a goddess-style Lanvin dress and sold out Isabel Marant Thigh High Boots. Lest you want to draw comparisons to Julia Roberts in Pretty Woman, it’s wise to balance these boots’ va-voom factor with an outfit that’s not too form-fitting or revealing.

  • Leigh Lezark
    Photo credit:

    Leigh Lezark

    What happens when our two favorite boot styles — motorcycle and thigh-high—collide? They make these epically punk rock bad boys, courtesy of Chanel (available now in store). Lezark, seen here at the Chanel S/S 14 show in Paris last week, is also wearing a sweater and skater skirt by the label.

  • Olivia Palermo
    Photo credit:

    Olivia Palermo

    Out and about during Paris Fashion Week, Palermo paired a Zara Checked Dress with Zips ($119) with Stuart Weitzman Highland Boots ($750). To soften the style — and create the illusion of endless gams—opt for neutral color, as opposed to black.  



  • Sandra Hagelstam
    Photo credit:

    Sandra Hagelstam

    The 5 Inch and Up blogger struck a pose last month in a cape and shoes by H&M, a Pohjanheimo shirt, Katja Juntunen shorts, a Louis Vuitton by Sofia Coppola bag, and Bik Bok jewelry. A chunky heel and rounded toe are key to making the dramatic boots feel daytime-appropriate.


  • Celine
    Photo credit: Courtesy of Celine


    On the F/W 13 runway, the French label’s cult-status double-face cashmere dresses met the perfect partner in crime in a pair of skin-tight olive boots.


  • 3.1 Phillip Lim
    Photo credit: Courtesy of 3.1 Phillip Lim

    3.1 Phillip Lim

    Lim eschewed the boot’s high-glam factor and instead sent models down his F/W 13 runway in layered looks anchored by slouchy outerwear.

  • Tibi
    Photo credit: Courtesy of Tibi


    Tibi’s F/W 13 collection trotted these boots out with a few different looks. This one especially caught our attention because of the striking contrast in textures between the slick, shiny leather and the nubby knit.

  • Gianvito Rossi

    Over-the-Knee Boots ($1570) in Bisque

  • H&M

    Leather Boots ($149) in Black

  • Cameron Silver for Nine West

     Bam Boots ($149) in Black

  • 3.1 Phillip Lim

    Ora Over-the-Knee Boots ($975) in Peanut

  • River Island

    Suede High Boots ($240) in Purple


  • Sam Edelman

    Kayla Over-the-Knee Boots ($275) in Black


  • Zara

    Long Suede Boots ($199) in Black



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